Outside Sales Manager
Company: TownSq
Role summary
Outside Sales Manager is a role at TownSq in Egypt Lake-Leto, Florida, United States (on-site). Posted 2026-08-13. Experience level: 5-10.
- Job title
- Outside Sales Manager
- Company
- TownSq
- Location
- Egypt Lake-Leto, Florida, United States
- Work arrangement
- on-site
- Category
- Sales
- Experience level
- 5-10
- Date posted
- 2026-08-13
Job description
TownSq is seeking a high-performing Outside Sales Manager to drive new logo acquisition through a consultative, field-based sales approach. This role is ideal for a disciplined seller who thrives in face-to-face engagement, understands complex buying committees, and can confidently challenge prospects with insight-driven conversations.
You will own the full sales cycle from territory planning and outbound prospecting to on-site presentations, executive conversations, and closed-won execution while operating within TownSq’s structured sales methodology and pipeline governance standards.
We currently have two openings:
Florida
Arizona/California
Key Responsibilities:
Revenue & Territory Ownership
Own and manage a defined geographic territory with full accountability for pipeline, forecast accuracy, and quota attainment
Execute a structured territory plan that includes outbound prospecting, on-site meetings, events, and partner-driven opportunities
Travel approximately 60% of the time to meet prospects, attend industry events, conduct demos, and build relationships
Consultative Selling & Field Execution
Conduct in-person discovery meetings with property management leaders, operators, and decision-makers
Deliver compelling on-site presentations and demos aligned to prospect business challenges
Lead value-based, Challenger-style sales conversations that reframe problems and differentiate TownSq
Navigate multi-stakeholder buying groups and guide prospects through structured decision processes
Sales Process & Pipeline Discipline
Manage opportunities through defined pipeline stages with strong hygiene and documentation
Maintain accurate, timely CRM updates in Salesforce (activities, notes, next steps, close plans)
Build and maintain opportunity-level close plans, including stakeholders, decision criteria, timeline, and risks
Participate in weekly pipeline reviews, forecast calls, and coaching sessions
Cross-Functional Collaboration
Partner closely with Marketing on regional events, campaigns, and field enablement
Coordinate with Implementation, and Client Success to ensure clean handoffs and successful onboarding
Represent the voice of the customer back to leadership with insights from the field
Qualifications
Required Qualifications:
5+ years of B2B outside / field sales experience (SaaS or finance preferred)
Proven success closing mid-market to enterprise deals with multi-stakeholder buying groups
Experience owning a territory and managing a full sales cycle
Strong comfort with in-person meetings, travel, and executive-level conversations
CRM proficiency with Salesforce or similar
Valid driver’s license and ability to travel extensively (60%)
Preferred Qualifications
Experience selling SaaS, workflow platforms, or community-based technology
Familiarity with Challenger, SPIN, MEDDICC, or structured sales methodologies
Experience selling to property management companies, HOAs, or adjacent markets
Track record of consistent quota attainment and forecast accuracy
Core Competencies
Consultative, insight-driven selling
Strong executive presence and communication skills
Excellent territory planning and time management
High accountability and pipeline rigor
Resilience, adaptability, and competitive drive